Hey Toronto 👋Pumpkin spice in the air, price drops in your inbox. Here are the best deals we found for you departing in October.

All fares below are valid as of Sept 17. 2025 - prices can change at anytime.

🏷️ CA$200 cheaper than usual

Vienna, Austria

📅 Oct 13 - Oct 27
⛅ Highs of 6 - 17°C
🧳 Carry-on Not Included

$580

Economy

🛫 Depart Mon, Oct 13
Condor
7:55 PM – 4:05 PM +1
YYZ - FRA - VIE
1 Stop
• Frankfurt • 5h 10m layover

14h 10m

🛬 Return Mon, Oct 27
Condor
7:50 AM – 3:45 PM
VIE - FRA - YYZ
1 Stop
• Frankfurt • 2h 40m layover

12h 55m

Reykjavík, Iceland

📅 Oct 15 - Oct 22
☁️ Highs of 2 - 7°C
🧳 Carry-on Included

$837

Economy

🛫 Depart Wed, Oct 15
Icelandair
8:50 PM – 6:20 AM +1
YYZ - KEF
Nonstop

5h 30m

🛬 Return Wed, Oct 22
Icelandair
5:05 PM – 7:10 PM
KEF - YYZ
Nonstop

6h 5m

🏷️ CA$365 cheaper than usual

Cancún, Mexico

📅 Oct 27 - Oct 31
☀️ Highs of 30 - 31°C
🧳 Carry-on Included

$395

Economy

🛫 Depart Mon, Oct 27
United
6:10 AM – 12:34 PM
YYZ - IAH - CUN
1 Stop • IAH • Houston • 59m layover

7h 24m

🛬 Return Fri, Oct 31
United
5:30 AM – 2:20 PM
CUN - IAH - YYZ
1 Stop • IAH • Houston • 2h 13m layover

7h 50m

🏷️ CA$794 cheaper than usual

Maui, Hawaii

📅 Oct 25 - Oct 31
🌦 Highs of 24 - 29°C
🧳 Carry-on Not Included

$603

Economy

🛫 Depart Sat, Oct 25
United
6:10 AM – 8:55 PM
YYZ - IAH - SFO - OGG
2 Stops
Houston 5h 33m layover
• San Francisco • 1h 55m layover

20h 45m

🛬 Return Fri, Oct 31
United
1:06 PM – 9:58 AM +1
OGG - LAX - ORD - YYZ
2 Stops
• Los Angeles • 1h 54m layover
• Chicago • 1h 54m layover

14h 52m

🏷️ CA$706 cheaper than usual

Kaohsiung City, Taiwan

📅 Oct 21 - Oct 29
🌦 Highs of 23 - 31°C
🧳 Carry-on Not Included

$780

Economy

🛫 Depart Tue, Oct 21
United
7:30 AM – 9:00 PM +1
YYZ - EWR - NRT - KHH
2 Stops
• Newark • 2h 15m layover
• Tokyo • 3h layover

25h 30m

🛬 Return Wed, Oct 29
United
1:06 PM – 9:58 AM +1
KHH - NRT - SFO - YYZ
2 Stops
• Tokyo • 1h 45m layover
• San Francisco • 1h 45m layover

21h 23m

Honolulu, Hawaii

📅 Oct 26 - Nov 8
🌦 Highs of 22 - 30°C
🧳 1 Carry-on Included

$409

Economy

🛫 Depart Sun, Oct 26
WestJet
10:15 PM – 9:47 PM +1
YYZ - YEG - YVR - HNL
2 Stops
• Edmonton • 15h 21m layover
• Vancouver • 1h 21m layover

29h 32m

🛬 Return Sat, Nov 8
WestJet
3:55 PM – 1:40 PM +1
HNL - YVR - YYZ
1 Stop
• Vancouver • 6h 11m layover

16h 45m

Based on Today’s Picks

Travel Advisories

🌴 Cancún, Mexico – Still hurricane season (ends Nov). Rain and storms are possible. Heavy rainfall and tropical storms could cause flooding. Alerts and forecasts should be monitored closely.

🌋 Reykjavík, Iceland – Volcanic activity continues near the Reykjanes Peninsula, though airports are open. For tourists wanting to visit volcanic zones or areas like Blue Lagoon / Grindavík, parts may be restricted. Weather changes quickly: rain, wind, even early snow.

🧋 Kaohsiung, Taiwan – Typhoon season tapers off, but storms and heavy rain can still happen. Political tension from China is a concern; although no active large protests or advisories currently preventing travel. Ensure passport is valid, check entry/exit requirements (Taiwan has some rules for 90 days stay, etc.).

🌺 Honolulu & Maui, Hawaii – Warm and tropical, but hurricane season technically runs until Nov. Showers possible; stay alert to forecasts.

That’s it for today.

Got a question or just want to say hi? Hit reply - we love hearing from you! It’s just us (not a bot) on the other side!

See you in the skies, Jonathan & Gloria ✈️

Keep Reading

No posts found